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Vacation Rentals in Osage County

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Top Vacation Rentals in Osage County

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

10.0 out of 10, Exceptional, (208)
"Had a wonderful time, it is an amazing place to stay"
Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Cozy house nestled in the country

10.0 out of 10, Exceptional, (15)
"Great location and fun holiday stay. "
Cozy house nestled in the country

The Mercantile on the Katy Trail

4.5 star property
10.0 out of 10, Exceptional, (11)
"Loved the Vaudeville Suite! It was beautiful, unique, and comfortable. We can't wait to come again!"
The price is ¥24,889
¥26,624 total
includes taxes & fees
Jun 30 - Jul 1
The Mercantile on the Katy Trail

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (49)
"Great place to stay , center of town , everything is within walking distance , everything was simple , and made easy for the guests"
The price is ¥12,914
¥21,241 total
includes taxes & fees
Jul 7 - Jul 8
The Artists Suites, Jackson Pollock Suite

Katy Suite – Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

10.0 out of 10, Exceptional, (2)
"Everything you need , clean place ! Awesome host!"
The price is ¥28,843
¥32,756 total
includes taxes & fees
Jun 29 - Jun 30
Katy Suite – Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

Great Cabin on Osage River in Tuscumbia, MO

10.0 out of 10, Exceptional, (50)
"This home is a good place to relax get away. Nicely equipped for long stays."
Great Cabin on Osage River in Tuscumbia, MO

The House on Wine Alley

9.0 out of 10, Wonderful, (43)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is ¥33,336
¥45,892 total
includes taxes & fees
Jun 30 - Jul 1
The House on Wine Alley

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (98)
"Great stay . Perfect for 3 couples. House was exactly as described with a great location. Would 100% stay here again! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

The Artists Suites, Vincent Van Gogh Suites

9.8 out of 10, Exceptional, (27)
"Highly recommend! Easy check in and great location."
The price is ¥12,914
¥23,415 total
includes taxes & fees
Jun 29 - Jun 30
The Artists Suites, Vincent Van Gogh Suites

Unique traincar stay at the Katy Caboose!

10.0 out of 10, Exceptional, (2)
"My wife and I stayed for two nights to celebrate our 19yr anniversary. We got a bike ride in on the Katy and checked out local watering holes. The Katy Caboose was cute. We enjoyed the deck on a beautiful starry night."
The price is ¥14,190
¥25,571 total
includes taxes & fees
Jul 14 - Jul 15
Unique traincar stay at the Katy Caboose!

Yurt Floating in the Forest

9.6 out of 10, Exceptional, (31)
"This yurt was absolutely PERFECT for our honeymoon! My husband and I stayed here for 2 days and 3 nights, and not only was it absolutely gorgeous and secluded, Bill is so hands on and helpful, his kindness made this experience infinitely better. We can’t wait to plan our return trip!"
The price is ¥18,118
¥23,916 total
includes taxes & fees
Jun 27 - Jun 28
Yurt Floating in the Forest

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (26)
"This property is great! Cool little mid 1800’s cottage on a hilltop overlooking the Missouri River. Well appointed with everything we needed for two adults and a kiddo. 2 minute drive to shops and restaurants in downtown Hermann. Host was great! We’d definitely stay again!"
The price is ¥26,089
¥38,563 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Riverview Cottage. 5 minute walk to downtown

Glamping with gorgeous sunset views, trolley to all wineries

10.0 out of 10, Exceptional, (3)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
The price is ¥21,741
¥33,336 total
includes taxes & fees
Jul 1 - Jul 2
Glamping with gorgeous sunset views, trolley to all wineries

Wine Alley East suite

9.4 out of 10, Exceptional, (68)
"Great location "
The price is ¥21,016
¥30,546 total
includes taxes & fees
Jul 7 - Jul 8
Wine Alley East suite

Private Logcabin All To Yourself With Lake View

9.8 out of 10, Exceptional, (210)
"Loved this clean and quiet cabin in the woods!"
Private Logcabin All To Yourself With Lake View

Charming cabin with WiFi and AC in delightful Eldon

8.8 out of 10, Excellent, (3)
"Down for an offroad event in the area and found this gem. Susan was super communicative, check in / out was simple and the property was fantastic. Have saved for our future trips back to the area. "
The price is ¥24,684
¥31,636 total
includes taxes & fees
Jul 8 - Jul 9
Charming cabin with WiFi and AC in delightful Eldon

The Artists Suites, Claude Monet Suite

10.0 out of 10, Exceptional, (40)
"Beautiful room right next to great night life atmosphere!"
The price is ¥12,914
¥23,415 total
includes taxes & fees
Jun 30 - Jul 1
The Artists Suites, Claude Monet Suite

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

2.0 star property
10.0 out of 10, Exceptional, (19)
"It was very nice"
The price is ¥29,638
¥45,943 total
includes taxes & fees
Jul 7 - Jul 8
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (99)
"Cute, clean room with private outside door access provided additional privacy for our visit. We enjoyed the breakfast and owner was quick to answer questions. "
The price is ¥12,914
¥22,660 total
includes taxes & fees
Jul 7 - Jul 8
Gipfel Suite - Himmel Haus Bed & Breakfast

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

8.0 out of 10, Very Good, (2)
"No wi-fi. Mediocre property undergoing some renovations. Way over-priced for a 2 bedroom. (The 3rd bedroom had a bunk bed with 2 top bunks). The living room couches were very hard and uncomfortable. The patio area was broken up and weedy. The Owners would benefit from adding a pool table in the basement, a patio area with a gas grill, patio furniture, hot tub &/or pool. The deck was nice but it wasn’t on the sunny side of the house. "
The price is ¥32,670
¥55,575 total
includes taxes & fees
Jul 19 - Jul 20
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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